U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H18N4O4S2
Molecular Weight 370.447
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIOPHANATE

SMILES

CCOC(=O)NC(=S)NC1=C(NC(=S)NC(=O)OCC)C=CC=C1

InChI

InChIKey=YFNCATAIYKQPOO-UHFFFAOYSA-N
InChI=1S/C14H18N4O4S2/c1-3-21-13(19)17-11(23)15-9-7-5-6-8-10(9)16-12(24)18-14(20)22-4-2/h5-8H,3-4H2,1-2H3,(H2,15,17,19,23)(H2,16,18,20,24)

HIDE SMILES / InChI

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Acute human lethal toxicity of agricultural pesticides: a prospective cohort study.
2010-10-26
Methyl thiophanate as a DNA minor groove binder produces MT-Cu(II)-DNA ternary complex preferably with AT rich region for initiation of DNA damage.
2010-07-01
Fungicide methyl thiophanate binding at sub-domain IIA of human serum albumin triggers conformational change and protein damage.
2010-07-01
Dissipation study of thiophanate methyl residue in/on grapes (Vitis vinifera L.) in India.
2010-05
Identifying pesticide use patterns among flower growers to assess occupational exposure to mixtures.
2010-05
High levels of miticides and agrochemicals in North American apiaries: implications for honey bee health.
2010-03-19
Genotoxic fungicide methyl thiophanate as an oxidative stressor inducing 8-oxo-7,8-dihydro-2' -deoxyguanosine adducts in DNA and mutagenesis.
2010-01
Assessment of methyl thiophanate-Cu (II) induced DNA damage in human lymphocytes.
2009-08
Determination of multi-class pesticides in wines by solid-phase extraction and liquid chromatography-tandem mass spectrometry.
2009-07-31
Flower-inhabiting Frankliniella Thrips (Thysanoptera: Thripidae), pesticides, and Fusarium hardlock in cotton.
2009-06
In vitro study on the interaction between thiophanate methyl and human serum albumin.
2009-03-03
Rapid development of fungicide resistance by Sclerotinia homoeocarpa on turfgrass.
2008-12
Morphological and functional changes in the thyroid gland of methyl thiophanate-injected lizards, Podarcis sicula.
2008-08
Molecular characterization of benzimidazole-resistant isolates of Cladosporium fulvum.
2008-01
The effects of the fungicide methyl thiophanate on adrenal gland morphophysiology of the lizard, Podarcis sicula.
2007-08
Determination of thiophanate methyl and carbendazim residues in vegetable samples using microwave-assisted extraction.
2007-05-04
PPARalpha mediates the effects of the pesticide methyl thiophanate on liver of the lizard Podarcis sicula.
2007-04
The newt Triturus carnifex as a model for monitoring the ecotoxic impact of the fungicide thiophanate methyl: adverse effects on the adrenal gland.
2006-05
Neprilysin participates in skeletal muscle regeneration and is accumulated in abnormal muscle fibres of inclusion body myositis.
2006-02
Controlling fungal contamination in Chlamydomonas reinhardtii cultures.
2005-10
[Determination of thiophanate-methyl residue in peppers by solid phase extraction-HPLC].
2005-05
Effects of thiophanate-methyl and glyphosate on asexual and sexual reproduction in the rotifer Brachionus calyciflorus Pallas.
2004-10
A simple and rapid spectrophotometric method for determination of thiophanate-methyl in commercial formulations and its residues in foodstuffs.
2004-08-07
Re-identification and characterization of pathogens causing ugurassa (Flacourtia inermis) fruit anthracnose.
2004-01
Histological and histomorphometric alterations in thyroid and adrenals of CD rat pups exposed in utero to methyl thiophanate.
2003-10-14
Effect of thiophanate-methyl on the reproduction and survival of the freshwater rotifer Brachionus calyciflorus Pallas.
2003-10
On-line automated sample preparation for liquid chromatography using parallel supported liquid membrane extraction and microporous membrane liquid-liquid extraction.
2002-10-25
[Effects of Atractylodes macrocephala seeds coated with SCF on field diseases].
2002-04
Patents

Patents

JP2000356603A
1
JP2001084954A
1
JP2001183293A
1
JP2003014894A
1
JP2005030908A
1
JP2005537627A
1
JP2006525250A
40
JP2007527852A
15
JP2008509189A
189
JP2010096559A
1
JP2011509959A
61
JP2011509971A
151
JP2582885B2
6
JP4651384B2
1
JP4657199B2
31
JP4711974B2
3
JP4728220B2
15
JPH00558820A
1
JPH00564580A
1
JPH01209343A
1
JPH0197842A
1
JPH02147843A
1
JPH02176447A
1
JPH02226049A
1
JPH03255337A
1
JPH03255359A
1
JPH0326942A
1
JPH04131747A
1
JPH04131748A
1
JPH04292844A
1
JPH05148109A
2
JPH05155706A
2
JPH05218164A
1
JPH0558820A
1
JPH0564580A
1
JPH0644554A
1
JPH0694607A
1
JPH0694612A
1
JPH0694618A
1
JPH07277909A
2
JPH07316004A
1
JPH08101121A
1
JPH08145880A
1
JPH0961357A
1
JPH0996607A
1
JPH10109909A
1
JPH10160667A
1
JPH10267845A
1
JPH1030984A
1
JPS05942308A
1
JPS05973506A
1
Name Type Language
NSC-170810
Preferred Name English
THIOPHANATE
HSDB   ISO   MART.   MI  
Common Name English
THIOPHANATE [MI]
Common Name English
DIETHYL 4,4'-(O-PHENYLENE)BIS(3-THIOALLOPHANATE)
Common Name English
THIOPHANATE [MART.]
Common Name English
DIETHYL N,N'-(1,2-PHENYLENEBIS(IMINOCARBONOTHIOYL))BIS(CARBAMATE)
Systematic Name English
THIOPHANATE [ISO]
Common Name English
THIOPHANATE [HSDB]
Common Name English
Classification Tree Code System Code
WHO-VATC QP52AC04
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
EPA PESTICIDE CODE 103401
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
NCI_THESAURUS C737
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
Code System Code Type Description
MERCK INDEX
m10775
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C76880
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
MESH
D013875
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
NSC
170810
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
FDA UNII
5Q0Y96D5I8
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
EPA CompTox
DTXSID3034531
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
ChEMBL
CHEMBL2103777
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
CHEBI
82060
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
ECHA (EC/EINECS)
245-741-2
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
CAS
23564-06-9
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
ALANWOOD
thiophanate
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
SMS_ID
300000029425
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
PUBCHEM
3032792
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
HSDB
6938
Created by admin on Mon Mar 31 18:08:41 GMT 2025 , Edited by admin on Mon Mar 31 18:08:41 GMT 2025
PRIMARY
SUBSTANCE RECORD
Structure of THIOPHANATE
NIH
NCATS
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